The M&A Mastermind Podcast
Nick Olsen
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice.The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as: market analysis, lead generation, deal management, strategic partnerships, buyer access and much more.With host Nick Olsen, each episode’s ”mastermind” will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium sized private business owners they focus on serving.
Episodes
Mentioned books
Apr 2, 2026 • 38min
Collaboration Amongst Business Coaches & M&A Advisors – Episode 128
Looking to accelerate your business growth or prepare for a successful exit? In this episode, Jason Wells, CEO of Scaling Up Coaches, shares insights on the four key disciplines of scaling—strategy, people, execution, and cash—and how they can be leveraged to significantly increase business valuation.
In This Episode:
Overview of the Scaling Up methodology and its four core disciplines
How to identify if your business is ready for sale and what gaps to address
The importance of third-party valuations in strategic planning
Role of experienced coaches with real-world business exit experience
Synergies between Scaling Up and strategic partnership frameworks for maximizing business value
Future trends in business transfer of wealth and how to prepare for upcoming market opportunities
Resources & Links:
Scaling Up
Jason Wells on LinkedIn
Scaling Up Coaches on LinkedIn
This episode underscores the importance of a strategic, disciplined approach to scaling and preparing your business for sale, emphasizing early planning, valuation, and the value of experienced coaches to bridge gaps and accelerate growth. Tune in every week for more insights on building, scaling, and selling your business effectively.
Keywords:
Mergers & Acquisitions, M&A, scaling up, business coaches, business sale, strategy, valuations, growth, exit
Tune in Every Week:
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Mar 26, 2026 • 49min
The Importance of Connection & Collaboration in M&A – Episode 127
Discover how industry leaders like Grant MacQuilkan leverage peer collaboration, practical AI applications, and strategic networking to elevate their firms' performance. This episode dives into the value of peer groups, real-world deal insights, and continuous learning to stay ahead in the competitive M&A landscape. Hear directly from Grant on his recent experience at Cornerstone International Alliance’s annual conference.
In this episode:
The importance of collaborative peer groups in the M&A industry
How conferences foster real-time learning, validation, and deal sharing
Practical applications of AI in deal analysis and communications
The impact of social activities in building trust and stronger relationships
Insights from private equity panels and deal strategy sessions
The value of sharing deal insights and real-world experiences
How to create a culture of continuous improvement and learning
Effective strategies to stay top of mind with potential clients and partners
Resources & Links:
ICCG - Integrated Corporate Consulting Group
Cornerstone International Alliance
Connect with Grant MacQuilkan:
ICCG - LinkedIn
ICCG - Website
About the Show
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week:
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords:
Mergers & acquisitions, M&A, investment banking, business sales, collaboration, Cornerstone International Alliance, private equity, family office, sell side, buy side, valuation, due diligence, AI, differentiation
Mar 19, 2026 • 34min
UK Corporate Finance & M&A Trends – Episode 126
Discover insights into the UK M&A landscape, deal flow trends, cross-border opportunities, and the evolving role of exit planning from Kirsty McGregor, founder of the Corporate Finance Network. This episode offers actionable knowledge for professionals navigating UK and European deal environments.
In This Episode:
Overview of the UK corporate finance market and how it differs from the US, including deal sizes and sector dynamics
The influence of accountancy firms on UK M&A activity and how they serve as a key deal origination source
Current trends in UK middle-market deal volume, valuation, and buyer appetite, including private equity and entrepreneurs
Challenges and opportunities in cross-border transactions, with focus on Europe, Scandinavia, and US links
The role and state of exit planning in the UK — misconceptions, opportunities, and the need for structured pre-sale strategies
How technological advancements, particularly AI, are reshaping deal efficiency, valuation, and collaboration
Collaborative culture within the corporate finance network and case examples of successful joint transactions
Talent development in UK corporate finance, emphasizing the impact of AI on training and skill-building
Advice for US firms interested in UK deals and what nuances to consider
The future outlook: sectors poised for consolidation, the importance of human relationships amidst tech growth, and the importance of proactive exit readiness
Connect with Kirsty McGregor:
CFN Opportunities
LinkedIn
Email
Additional Notes:
This episode underscores the importance of strategic planning, technological adoption, and relationship building in navigating UK M&A. Whether you're a UK practitioner, a US investor, or an intermediary, the insights into market trends and future opportunities are invaluable.
Keywords:
Mergers & acquisitions, M&A, corporate finance, UK, United States, Business sales, Sell side, Buy side, valuation,
About the Show
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Mar 12, 2026 • 39min
M&A Trends in Healthcare & Life Sciences – Episode 125
Join us in this insightful episode with David Crean, Managing Partner at Cardiff Advisory, as he shares over 30 years of deep expertise in healthcare and life sciences M&A. We explore industry dynamics, key success factors for companies, cross-border deal nuances, and the future of biotech innovation—valuable insights for investors, executives, and entrepreneurs alike.
KeyTopics
Defining and classifying the healthcare and life sciences industries, including pharma, biotech, med tech, and CR&Os
The post-COVID industry reacceleration and current deal environment heading into 2026
Major drivers of M&A activity: patent cliffs, external R&D needs, and strategic partnerships
Criteria that differentiate successful life science companies in attracting buyers and investors
Common mistakes and blind spots in exit planning for founders and CEOs
The impact of innovation and digital health on deal structures and valuations
Nuances of cross-border transactions: cultural, diligence, and relationship considerations
Critical due diligence areas: clinical data integrity, CMC, regulatory pathways, and organizational culture
Timing signals for M&A: market conditions, de-risking assets, and portfolio health
Building industry credibility through scientific literacy, long-term relationships, and domain expertise
Scaling boutique advisory firms to reduce concentration risk and expand deal flow
About the Show
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords
Mergers & Acquisitions (M&A), healthcare, life sciences, CEO, business sales, buy side, sell side, business owner, lower middle market, investment banking, due diligence
Mar 6, 2026 • 39min
Closing the Readiness Gap in Lower Middle Market Companies – Episode 124
In this episode, Jonathan Brooks — CEO of Warehouse on Wheels and private equity veteran — dives into practical strategies for preparing lower middle market businesses for sale. We explore the critical factors that influence deal readiness, from financial documentation to emotional dynamics, and how advisors can better position their clients for success.
Main Topics Covered:
What does "deal ready" mean beyond financial cleanup
The importance of organizational documentation and emotional preparedness
Typical gaps seen in lower middle market deal preparation
The role of advisory teams and building strong management benches
How private equity experience shapes acquisition and growth strategies
Communicating effectively during due diligence to manage owner emotions
Key traits and track record considerations when selecting buy side partners
The significance of trust, credibility, and education in the transaction process
Strategies for advisors to stand out and align with buyer priorities
About the Show
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Connect with Jonathan Brooks:
LinkedIn
Warehouse on Wheels Website
Keywords
Mergers & acquisitions, M&A, business sale, exit planning, private equity, lower middle market, Warehouse on Wheels, sell-side, M&A advisor, investment banking
Feb 26, 2026 • 31min
Trends & Opportunities in Aerospace & Defense – Episode 123
Explore the current state and future outlook of the aerospace and defense industry with Meghan Welch, Managing Director at Brown Gibbons Lang & Company. Discover key trends, M&A activity, technological innovations, and strategic considerations for industry participants.
Key Topics
Current M&A activity in aerospace and defense
Impact of geopolitical and policy shifts on industry
Technological innovation and defense contracts
Supply chain challenges and opportunities
Future industry trends and strategic considerations
About the Show
The M&A Mastermind Podcast delivers actionable insights and proven strategies for lower middle market dealmakers. Join host Nick Olsen and top industry experts as they discuss industry intelligence, deal management, shared successes, specialized expertise, and much more. If you serve the small to medium-sized business owner, this show will offer you tactics and insights you can use and implement now to become a master in M&A.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords
Mergers & Acquisitions, Aerospace, Defense, M&A, Industry Trends, Technology, Supply Chain, Investment, Government Contracts
Feb 19, 2026 • 45min
Navigating Digital Asset Ownership – Episode 122
In this conversation, Nick Olsen and Paige from Tree Ring Digital discuss the critical importance of understanding and managing digital assets in the context of mergers and acquisitions (M&A). They explore common pitfalls, the role of due diligence, and the responsibilities of both buyers and sellers. The discussion emphasizes the need for business owners to be aware of their digital assets and the impact these assets have on company valuation. Paige shares insights on creating a digital continuity system and the importance of preparing for a successful exit. The conversation concludes with a call to action for M&A advisors to raise awareness about digital assets and their value in today's market.
Key Takeaways
Digital assets are crucial in M&A transactions.
Ownership of digital assets can significantly affect valuation.
Many business owners are unaware of their digital asset status.
Due diligence should include a thorough review of digital assets.
Waiting to address digital asset issues can lead to costly mistakes.
A digital continuity system helps manage and protect assets.
Business owners must take responsibility for their digital assets.
Preparing for an exit should involve assessing digital assets early.
Digital assets can enhance a company's market value.
M&A advisors should educate clients on the importance of digital assets.
About the Show
The M&A Mastermind Podcast delivers actionable insights and proven strategies for lower middle market dealmakers. Join host Nick Olsen and top industry experts as they discuss industry intelligence, deal management, shared successes, specialized expertise, and much more. If you serve the small to medium-sized business owner, this show will offer you tactics and insights you can use and implement now to become a master in M&A.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords
Mergers, acquisitions, digital assets, M&A, due diligence, business valuation, digital continuity, ownership, exit strategy, digital marketing, asset management, business sale
Feb 12, 2026 • 40min
Unlocking Emotional Health for Business Success – Episode 121
In this episode, Dr. Karthik Ramanan discusses the significance of emotional health for entrepreneurs and business leaders. He shares his personal journey and the five pillars of emotional health: psychology, relationships, nutrition, sleep, and body movement. The conversation emphasizes the importance of recognizing emotional distress, managing stress effectively, and supporting clients' emotional well-being. Dr. Ramanan provides practical strategies for enhancing emotional resilience and highlights the value of listening and understanding in professional relationships. The episode concludes with insights into his book, 'The Emotionally Healthy You,' which serves as a resource for personal development.
Key Takeaways
Emotional health is crucial for making sound business decisions.
The five pillars of emotional health are interconnected and essential.
Recognizing signs of emotional distress can prevent larger issues.
Morning routines can significantly impact emotional resilience.
Visualization techniques can help manage stress effectively.
Listening to clients can reveal their emotional struggles.
Automation in daily tasks can reduce stress and improve efficiency.
Emotional intelligence and resilience are vital for business success.
Support systems are important for navigating emotional challenges.
Personal development is a continuous journey that requires effort.
About the Show
The M&A Mastermind Podcast delivers actionable insights and proven strategies for lower middle market dealmakers. Join host Nick Olsen and top industry experts as they discuss industry intelligence, deal management, shared successes, specialized expertise, and much more. If you serve the small to medium-sized business owner, this show will offer you tactics and insights you can use and implement now to become a master in M&A.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords
Mergers & acquisitions (M&A), emotional health, business, entrepreneurs, emotional resilience, mental health, stress management, emotional intelligence, five pillars, personal development, coaching, business sales, valuation, business owner
Connect with the guest:
Website: drkarthikramanan.com
The Best Selling Book "The Emotionally Healthy You”: https://emotionallyhealthyyou.com
LinkedIn: https://www.linkedin.com/in/drkarthikramanan/
YouTube: https://www.youtube.com/drkarthikramanan
Instagram: https://www.instagram.com/dr.karthikramanan/
TikTok: https://www.tiktok.com/@dr.karthikramanan
Facebook: https://www.facebook.com/kramanan
X: https://x.com/drkramanan
Feb 5, 2026 • 38min
From CEO & Business Sale to Financial Advisor – Episode 120
In this episode of the M&A Mastermind podcast, Nate Collins shares his journey from being a CEO of a theatrical licensing company to becoming a financial advisor. He discusses the challenges and surprises he faced during the sale of his business, the importance of having a solid exit plan, and the value of working with experienced advisors. Nate emphasizes the need for clarity in financial planning and the significance of preparing for a business sale well in advance.
Key Takeaways
Nate Collins transitioned from CEO to financial advisor.
He sold his licensing company after significant improvements.
The importance of technology in maximizing business value.
Investment bankers can significantly increase sale value.
Surprises in the selling process can be overwhelming.
Get everything in writing during negotiations.
Clarity in financial planning is crucial for business owners.
Exit planning should start as soon as a business is established.
Many businesses are sold under duress, highlighting the need for preparation.
Working with experienced advisors can prevent costly mistakes.
About the Show
The M&A Mastermind Podcast delivers actionable insights and proven strategies for lower middle market dealmakers. Join host Nick Olsen and top industry experts as they discuss industry intelligence, deal management, shared successes, specialized expertise, and much more. If you serve the small to medium-sized business owner, this show will offer you tactics and insights you can use and implement now to become a master in M&A.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords
Mergers & acquisitions, business exit, financial advisory, M&A, investment banking, exit planning, business sale, tax strategy, wealth management, entrepreneurial insights, licensing company
Jan 29, 2026 • 48min
How CEPAs & M&A Advisors Can Work Together – Episode 119
In this episode, Scott Snider, president of the Exit Planning Institute, shares his journey from a young entrepreneur to a leader in exit planning. He discusses the importance of the CEPA designation for advisors, the value acceleration methodology, and the need for business owners to prepare for life after selling their businesses. Scott emphasizes the significance of building relationships with business owners, aligning business and personal goals, and the common pitfalls in M&A transactions. He also introduces the STEP framework for personal planning and highlights the resources available through the Exit Planning Institute.
Key Takeaways
Scott Snider's journey from a young entrepreneur to a leader in exit planning.
The importance of planning for life after selling a business.
CEPA designation helps advisors align business, personal, and financial goals.
M&A advisors benefit from understanding the value acceleration methodology.
Building relationships with business owners is crucial for advisors.
Empowering conversations can lead to better outcomes for business owners.
Aligning business and personal goals is essential for successful exit planning.
The STEP framework helps owners clarify their personal goals.
Preparation is key to navigating M&A transactions successfully.
The Exit Planning Institute offers various resources for advisors.
About the Show
The M&A Mastermind Podcast delivers actionable insights and proven strategies for lower middle market dealmakers. Join host Nick Olsen and top industry experts as they discuss industry intelligence, deal management, shared successes, specialized expertise, and much more. If you serve the small to medium-sized business owner, this show will offer you tactics and insights you can use and implement, now, to become a master in M&A.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords
Mergers & acquisitions, exit planning, CEPA, M&A, business growth, value acceleration, personal planning, business owner relationships, professional advisors, entrepreneurship, Scott Snider


